Estradiol Cypionate

Product Name: Estradiol Cypionate
CAS No.: 313-06-4
Chemical Name: Estradiol Cypionate
Synonyms: ESTRADIOL CYPIONATE;Estrofem;Estradiol cyclopentylpropionate;3-cyclopentylpropanoic acid [(13S)-3-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] ester;Depogen;Estrapo;Estradep;Dep-Estro;Depoestra;DEPOFEMIN
CBNumber: CB9410729
Molecular Formula: C26H36O3
Formula Weight: 396.57
MOL File: 313-06-4.mol

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Estradiol Cypionate Property

Melting point:: 151-152°
alpha: D25 +45° (chloroform)
Boiling point:: 460.24°C (rough estimate)
Density: 1.0828 (rough estimate)
refractive index: 1.4700 (estimate)
storage temp.: Refrigerator
solubility: Chloroform (Slightly), Methanol (Slightly)
pka: 10.25±0.60(Predicted)
form: Solid
color: White to Off-White
InChIKey: UOACKFBJUYNSLK-JCRQLOERNA-N
SMILES: C[C@]12CC[C@]3([H])C4C=CC(O)=CC=4CC[C@@]3([H])[C@]1([H])CC[C@@H]2OC(=O)CCC1CCCC1 |&1:1,4,15,17,21,r|
CAS DataBase Reference: 313-06-4(CAS DataBase Reference)
NIST Chemistry Reference: Estradiol cypionate(313-06-4)
EPA Substance Registry System: Estra-1,3,5(10)-triene-3,17-diol (17.beta.)-, 17-cyclopentanepropanoate (313-06-4)

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Safety

Hazard Codes: T,Xi
Risk Statements: 45-46-61-20/21/22-36/37/38
Safety Statements: 53-22-36/37/39-45-26
WGK Germany: 3
RTECS: KG4600000
HS Code: 29372390

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H350May cause cancer

H360May damage fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: PHR2839
Product name: Estradiol Cypionate
Purity: certified reference material, pharmaceutical secondary standard
Packaging: 500MG
Price: $257
Updated: 2024/03/01

Sigma-Aldrich

Product number: E8004
Product name: β-Estradiol 17-cypionate
Packaging: 1g
Price: $178
Updated: 2024/03/01

Sigma-Aldrich

Product number: 1252003
Product name: Estradiol cypionate
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 200mg
Price: $436
Updated: 2024/03/01

Sigma-Aldrich

Product number: E8004
Product name: β-Estradiol 17-cypionate
Packaging: 5g
Price: $628
Updated: 2022/05/15

TRC

Product number: E668610
Product name: Estradiol cypionate
Packaging: 250mg
Price: $150
Updated: 2021/12/16

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Estradiol Cypionate Chemical Properties,Usage,Production

Chemical Properties

Estradiol cypionate is a White to Off-White Solid. It is soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide (DMF). The solubility of estradiol cypionate in ethanol is approximately 20 mg/ml and approximately 15 mg/ml in DMSO and DMF.

Originator

Depo-Estradiol,Upjohn,US,1952

Uses

Estradiol Cypionate is the cypionate salt form of estradiol, the most potent, naturally produced estrogen. Estradiol Cypionate is present in injectable contraceptive formulations. Used in hormone replacement therapy with potential for improving cognition in post-menopausal women.

Definition

ChEBI: Estradiol 17beta-cyclopentylpropionate is a steroid ester. It inhibits ET-1 synthesis via estrogen receptor.

Manufacturing Process

A solution of 80.0 grams (0.294 mol) of estradiol-17β in 860 ml of pyridine was cooled in an ice-bath and 130.0 grams (0.81 mol) of cyclopentanepropionyl chloride was added dropwise with stirring during a period of about 20 minutes. The ice-bath was removed, stirring was continued for 1 hour and the reaction mixture was allowed to stand at room temperature overnight. The mixture was warmed on a steam bath and stirred for about 45 minutes, cooled and poured slowly onto about 1,000 grams of ice to which had been added 330 ml of concentrated sulfuric acid. The precipitated product was extracted with 400 to 500 mi of ether, and the extract was washed successively with two 100-ml portions of cold 1 N sulfuric acid, two 100-ml portions of saturated sodium carbonate solution and water until the pH was 7 and dried over anhydrous sodium sulfate. After removal of the drying agent, the solution was concentrated to a volume of about 250 ml and an equal volume of methanol was added.
After chilling overnight a total of 120.0 grams (78.5%) of estradiol 3,17β- dicyclopentanepropionate was obtained which melted at 87° to 90°C. A sample recrystallized from ether methanol for analysis melted at 90.5° to 91.5°C.
To a solution of 2.5 grams (18.1 mmol) of potassium carbonate in 25 ml of water was added 225 ml of methanol followed by 5.0 grams (9.6 mmol) of estradiol 3,17β-dicyclopentanepropionate. The mixture was stirred for 2? hours at 202°C during which time some precipitation occurred. The mixture was poured into 700 ml of water with efficient stirring and the precipitated solid was removed by filtration, washed with water and dried.
Recrystallization of the crude product from 80% methanol gave 3.16 grams (83%) of estradiol 17β-cyclopentanepropionate melting at 148° to 151°C. Recrystallization from benzenepetroleum ether raised the MP to 151° to 152°C.

brand name

depGynogen(Forest); Depo (Pharmacia & Upjohn).

Therapeutic Function

Estrogen

Biological Activity

estradiol cypionate is the 17 β-cyclopentylpropinate ester of estradiol, which inhibits et-1 synthesis via estrogen receptor.

Pharmacokinetics

Estradiol cypionate/medroxyprogesterone acetate is a combined injectable contraceptive containing 5 mg estradiol cypionate and 25 mg medroxyprogesterone acetate in microcrystalline aqueous suspension for once-monthly intramuscular administration. With this formulations, estradiol levels peak 2 to 3 days post-injection with average maximal circulating levels of about 250 pg/mL. The elimination half-life of estradiol with these formulations is 8.4 to 10.1 days, and circulating estradiol levels return to a baseline of about 50 pg/mL approximately 14 to 24 days post-injection

Side effects

The side effects of estradiol cypionate are the same as those of estradiol. The side effects of Estradiol Cypionate include breast tenderness and enlargement, nausea, vomiting, bloating, edema, headache, migraine, and melasma. High-dose estrogen therapy with estradiol cypionate injections may also cause an increased risk of thromboembolism, changes in blood lipid profile, increased insulin resistance, and increased levels of prolactin.

Safety Profile

An experimental teratogen. Other experimental reproductive effects. A steroid. When heated to decomposition it emits acrid smoke and fumes.

Mode of action

Estradiol cypionate diffuses through the cell membrane and binds to and subsequently activates the nuclear estrogen receptor found in the reproductive tract, breast, pituitary, hypothalamus, liver, and bone. The activated complex binds to the estrogen response element on the DNA and activates the transcription of genes involved in the functioning of the female reproductive system and secondary sex characteristics.

Estradiol Cypionate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Estradiol Cypionate manufacturers

Sinoway Industrial co., ltd.

Product: Estradiol cypionate 313-06-4
Price: US $0.00-0.00/Kg/Bag
Min. Order: 1Kg/Bag
Purity: 99% up, High Density
Supply Ability: 20 tons
Release date: 2024-06-27

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Estradiol Cypionate 313-06-4
Price: US $0.00/g/Bag
Min. Order: 100g
Purity: 97.0% ~103.0%; USP37
Supply Ability: 500kg/month
Release date: 2021-06-03

Wuhan Haorong Biotechnology Co.,Ltd

Product: Estradiol Cypionate 313-06-4
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500
Release date: 2023-07-31

313-06-4, Estradiol CypionateRelated Search:

Sodium 2-propylpentanoate Oestradiol 17-heptanoate Ethynyl estradiol Estradiol Estradiol benzoate β-Estradiol 3-Cyclopentylpropionic acid BETA-ESTRADIOL 17-ACETATE Estradiol valerate beta-Estradiol 17-propionate FEMA 2080 1,3,5(10)-ESTRATRIEN-3,17-BETA-DIOL DICYCLOPENTYLPROPIONATE 1,3,5(10)-ESTRATRIEN-3,17-BETA-DIOL 3-ACETATE, 17-CYCLOPENTYLPROPIONATE 4-METHYL-HEXANOIC ACID BUTYL ESTER CycloProvera Estradiol Cypionate

(17b)-estra-1,3,5(10)-triene-3,17-diol17-cyclopentanepropanoate

(17beta)-Estra-1,3,5(10)-triene-3,17-diol 17beta-cyclopentanepropanoate

17beta-Estradiol 17-cyclopentylpropionate

17beta-Estradiol cyclopentanepropionate

17beta-Estradiol cypionate

3-cyclopentylpropanoic acid [(13S)-3-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] ester

3,5(10)-triene-3,17-diol(17-beta)-estra-17-cyclopentanepropanoate

3,5(10)-triene-3,17-diol(17beta)-estra-17-cyclopentanepropanoate

3-Hydroxyestra-1,3,5(10)-trien-17-yl 3-cyclopentylpropanoate

b-estradiol17-cypionate

Cyclopentanepropionic acid, 17-ester with estradiol

cyclopentanepropionicacid,3-hydroxyestra-1,3,5(10)-trien-17β-ylester

Dep-Estro

depGynogen

Depoestra

Depo-estradiol cyclopentylpropionate

Depoestradiol cypionate

depoestradiolcypionate

Depogen

E. Ionate P.A.

Estra-1,3,5(10)-triene-3,17-diol (17beta)-, 17-cyclopentanepropanoate

Estradep

Estradiol 17beta-cyclopentanepropionate

DEPOFEMIN

BETA-ESTRADIOL 17-CYCLOPENTYLPROPIONATE

BETA-ESTRADIOL 17-CYPIONATE

17BETA-ESTRADIOL 17-CYPIONATE

17BETA-ESTRADIOL CYCLOPENTYLPROPIONATE

1,3,5(10)-ESTRATRIENE-3,17BETA-DIOL 17-CYCLOPENTYLPROPIONATE

1,3,5(10)-ESTRATRIEN-3,17-BETA-DIOL 17-CYCLOPENTYLPROPIONATE

3,17BETA-HYDROXY-1,3,5[10]-ESTRATRIENE 17-CYCLOPENTYLPROPIONATE

estradiol 17-beta-(3-cyclopentylpropionate)

estradiol 17-beta-cipionate

Oestradiol Cypionate

BETA-ESTRADIOL-17-CYPIONATE, USP

SS-ESTRADIOL 17-CYPIONATE

ESTRADIOLCYPIONATE,USP

17-ESTRADIOLCYPIONATE

Estradiol 17B-cypionate

1,3,5(10)-Estratriene-3,17β-diol 17-cyclopentylpropionate, Depoestradiol, 3,17β-Hydroxy-1,3,5(10)-estratriene 17-cyclopentylpropionate

(17S)-Estra-1,3,5(10)-triene-3,17-diol 17-(cyclopentanepropionate)

3,5(10)-tr

β-Estradiol 17-cypionate,1,3,5(10)-Estratriene-3,17β-diol 17-cyclopentylpropionate, 3,17β-Hydroxy-1,3,5(10)-estratriene 17-cyclopentylpropionate, Depoestradiol

Estradiol Cypionate (200 mg)

Estra-1,3,5(10)-triene-3,17-diol (17β)-, 17-cyclopentanepropanoate

1,3,5(10)-Estratriene-3,17β-diol 17-cyclopentylpropionate

3,17β-Hydroxy-1,3,5(10)-estratriene 17-cyclopentylpropionate

Estra-1,3,5(10)-triene-3,17-diol(17b)-, 17-cyclopentanepropanoate

17b-Cyclopentanepropanoate

Estradiol Cypionate 313-06-4

β-Estradiol 17-cypionate, 98%, an ET-1 inhibitor

Female Health Estrogen Steroids / Prohormones Steroids Estradiol Cypionate CAS 313-06-4

B-estradiol 17-cypionate /Depofemin

Estradiol 17beta-cyclopentylpropionate

Estradiol 17beta-cylopentylpropionate

Estradiol 17-cyclopentylpropionate

Estradiol 17-cypionate

Estradiol cyclopentylpropionate